A wooden pier extending into a calm body of water, surrounded by a forested shoreline under a cloudy sky.

Madisonville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Madisonville vacation rentals

A living room with two sofas, a coffee table, a rug, and a bookshelf.

1. Nice and Quite place to stay

Nice and Quite place to stay
Madisonville
The price is ￥11,860
￥57,197 total
includes taxes & fees
Oct 31 - Nov 1
Nice and Quite place to stay
A bathroom with a vanity, a mirror, a sink, a towel rack, and a window with a view of a garden.

2. Union Station Union Station

Union Station Union Station
Madisonville
9.4 out of 10, Exceptional, (6 reviews)
"Was a beautiful house and a lovey stay! "
United States
Rhonda P.
The price is ￥16,834
￥53,629 total
includes taxes & fees
Nov 4 - Nov 5
Union Station Union Station
A room with wooden paneling, a brown leather sofa, and a door leading to another room.

3. The Nisbet Nest The Nisbet Nest

The Nisbet Nest The Nisbet Nest
Madisonville
6.0 out of 10, (1 review)
The price is ￥19,595
￥62,180 total
includes taxes & fees
Nov 17 - Nov 18
The Nisbet Nest The Nisbet Nest
An open-plan living area with a sofa, two armchairs, a ceiling fan, and a door leading to a balcony.

4. Loop Haven is an awesome place to stay.

Loop Haven is an awesome place to stay.
Madisonville
9.4 out of 10, Exceptional, (14 reviews)
"Nice clean space with room for everything we needed. Host was quick to always keep us up to date on our reservation, check in and check out.One minor issue was resolved immediately. Would stay here again although it's not fenced in on one side so luckily that was not an issue for us."
United States
Dianne K.
Loop Haven is an awesome place to stay.
A wooden deck with a table and chairs, overlooking a grassy field and a sunset.

5. Charming cabin with amazing views located on Toontucky Farms

Charming cabin with amazing views located on Toontucky Farms
White Plains
9.8 out of 10, Exceptional, (9 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
The price is ￥17,355
￥26,340 total
includes taxes & fees
Nov 1 - Nov 2
Charming cabin with amazing views located on Toontucky Farms
A kitchen with a wooden countertop, a stove, and a refrigerator.

6. Sweet Dreams in Sacramento

Sweet Dreams in Sacramento
Sacramento
8.4 out of 10, Very good, (6 reviews)
"This the second time that we have stayed at this location for the Civil War reenactment "
United States
Paul R.
The price is ￥9,712
￥35,369 total
includes taxes & fees
Nov 1 - Nov 2
Sweet Dreams in Sacramento
A small cabin with a porch, surrounded by trees and gravel.

7. Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Crofton
9.8 out of 10, Exceptional, (202 reviews)
"We had a great stay with our pup! Thanks for the lovely stay. We enjoyed the canoe."
United States
Patricia R.
The price is ￥15,777
￥27,561 total
includes taxes & fees
Nov 9 - Nov 10
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
A two-story house with a porch, a front door, and a small front yard.

8. Beautiful Southern Home

Beautiful Southern Home
Sacramento
9.2 out of 10, Wonderful, (5 reviews)
"The host was accommodating, and the house was conveniently located near everything we needed it to be!"
United States
Courtney W.
The price is ￥12,787
￥63,630 total
includes taxes & fees
Oct 30 - Oct 31
Beautiful Southern Home
Living area

9. Cozy Nook Retreat - Fireplace /Full Kitchen

Cozy Nook Retreat - Fireplace /Full Kitchen
Crofton
8.8 out of 10, Excellent, (3 reviews)
"Check In was very easy, the host was pleasant and very responsive, and house was clean."
United States
Jessica W.
The price is ￥12,622
￥33,074 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Nook Retreat - Fireplace /Full Kitchen
A wooden observation tower with a small deck and stairs, surrounded by trees.

10. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (126 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
The price is ￥16,329
￥24,964 total
includes taxes & fees
Oct 31 - Nov 1
Charming Treehouse with Lake View and Access
A spacious living room with hardwood floors, a wooden coffee table, a sofa, and a chandelier.

11. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful place to stay!"
United States
Beverly W.
The price is ￥22,088
￥36,653 total
includes taxes & fees
Nov 20 - Nov 21
Littlefield Farmhouse in Princeton, KY
A covered porch with wooden railings, a patterned rug, and a view of a wooded area.

12. Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
Crofton
10.0 out of 10, Exceptional, (70 reviews)
"The cabin and location are beautiful, cozy, and so relaxing. It was so nice to be so close to the park for lake access and hiking, but to be able to return to the cabin to have a little retreat with privacy to make the weekend a really lovely getaway."
United States
Megan D.
The price is ￥25,243
￥48,230 total
includes taxes & fees
Oct 30 - Oct 31
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
A cozy living room with a pool table, comfortable seating, and a staircase.

13. Great for Family Reunions, Hunting Lodge And Pet Friendly!

Great for Family Reunions, Hunting Lodge And Pet Friendly!
Crofton
9.8 out of 10, Exceptional, (130 reviews)
"Great place with a lot of room. My youth group especially enjoyed the games downstairs"
United States
Andrew D.
The price is ￥59,164
￥108,347 total
includes taxes & fees
Nov 28 - Nov 29
Great for Family Reunions, Hunting Lodge And Pet Friendly!
Exterior

14. Quaint cottage with 3 queen beds and screened porch.

Quaint cottage with 3 queen beds and screened porch.
Crofton
10.0 out of 10, Exceptional, (97 reviews)
"Would definitely stay here again!"
United States
Becky S.
The price is ￥27,610
￥49,264 total
includes taxes & fees
Oct 30 - Oct 31
Quaint cottage with 3 queen beds and screened porch.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

15. Enjoy mama’s House in a quiet little area of Crofton ky

Enjoy mama’s House in a quiet little area of Crofton ky
Crofton
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because my son got married at Burdoc Farms Oct 17th, 2026. The house was so cute, very clean and about 10 minutes from the venue. Any messages I sent to Phyllis, she got back to me promptly. The only downside was we would get back so late from setting up/wedding that it was too chilly to enjoy the front/back porch and gaze at all the stars. It’s just over a 2 hr drive (from Louisville) so if I needed a quick weekend reset, this would be the perfect quiet place to unwind."
United States
Shawn F.
The price is ￥47,331
￥78,719 total
includes taxes & fees
Oct 30 - Oct 31
Enjoy mama’s House in a quiet little area of Crofton ky
A two-story house with a front porch, a mailbox, and a street lamp.

16. Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
Greenville
10.0 out of 10, Exceptional, (10 reviews)
"Awesome stay "
United States
Gregory S.
The price is ￥32,343
￥58,853 total
includes taxes & fees
Oct 30 - Oct 31
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
A modern kitchen with white cabinets, a wooden island, and a gray sofa with yellow pillows.

17. Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (30 reviews)
"Our stay was excellent and even better we were close to family so we didn't need to travel far after activities."
United States
Stacey S.
The price is ￥21,299
￥45,742 total
includes taxes & fees
Nov 1 - Nov 2
Lake Country House on City Square
A house with a porch, a large planter with red flowers, and a mailbox.

18. Guitars & Harmony

Guitars & Harmony
Central City
9.8 out of 10, Exceptional, (22 reviews)
"Very good communication"
United States
Di
The price is ￥26,348
￥52,317 total
includes taxes & fees
Nov 19 - Nov 20
Guitars & Harmony
A rustic cabin with a stone foundation, wooden siding, and a covered porch.

19. Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Utica
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful spot! The best "
United States
Andrea S.
The price is ￥18,364
￥44,123 total
includes taxes & fees
Nov 2 - Nov 3
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madisonville Hotel Reviews

Holiday Inn Express & Suites Madisonville by IHG

Holiday Inn Express & Suites Madisonville by IHG

10/10 Excellent
"."
Hillary 3-night trip
Posted 4 days ago
Holiday Inn Express & Suites Madisonville by IHG

Find out more about Madisonville

Search for holiday rentals in Madisonville on Expedia! You can easily find your home rentals, villas, holiday apartments in Madisonville using one of the methods below:

  • View our selection of featured holiday rentals in Madisonville
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Look no further and take a look at our great range of rental properties in Madisonville!

Frequently asked questions

Can I find a vacation rental in Madisonville?

Yes, there are vacation rentals in Madisonville close to Kentucky Sports Factory, or you can choose a secluded option if you're looking for extra privacy while you relax. Our travelers say Madisonville has a good selection of restaurants. Make sure you have time to check out the monuments and golf courses during your trip.

What's the top vacation rental in Madisonville?

Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly: Visitors like this Madisonville vacation home rental. It offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Our travelers also rate Union Station Union Station as a favorite home for rent in Madisonville.

How many vacation rentals will I find in Madisonville?

Expedia has 11 vacation rentals for your stay in Madisonville.

What’s there to see and do in Madisonville?

Madisonville City Park and Mahr Park are a couple of scenic spots to enjoy the outdoors, whereas Gleam Mahr Center for Arts is one of the cultural attractions. Other places in town to visit include Ruby Laffon Log Cabin and Madisonville Country Club.

What’s a vacation rental in Madisonville like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Madisonville. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.